Title: Woolford, MD Condos for Rent | Expedia.com [Hotels in Woolford](https://expedia.com/Woolford-Hotels.d553248635975865928.Travel-Guide-Hotels)[Vacation Rentals in Woolford](https://expedia.com/Woolford-Vacation-Rentals.d553248635975865928.Travel-Guide-VacationRentals)[Car Rentals in Woolford](https://expedia.com/Car-Rentals-In-Woolford.d553248635975865928.Car-Rental-Guide)[Woolford Vacation Packages](https://expedia.com/Woolford.d553248635975865928.Destination-Travel-Guides) ![Birds - Cattle Egret, Blackwater National Wildlife Refuge, Virginia](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635975865928/dbd6d7b0-c9d1-4118-b96f-516a26296cfd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=553248635975865928&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=553248635975865928&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=553248635975865928&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=553248635975865928&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Woolford condo rentals ![Marina](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/5d73c26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/86a08fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/f35d159c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106750000/106747700/106747609/e16941d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge [](https://www.expedia.com/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) Downtown Cambridge 9.8/10 Exceptional (12 reviews) "Host was personally accessible during stay, responded quickly, and went the extra mile with wonderful touches left around the place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John S. $362 nightly $384 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-The-Drinking-Gourd-Stunning-Penthouse-In-Historic-Downtown-Cambridge.h106747609.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/65fc84d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/3840464a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/013c787c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/106000000/105950000/105946100/105946058/ee3b6008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland [](https://www.expedia.com/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) Downtown Cambridge 10/10 Exceptional (10 reviews) "Just a beautiful place. I would stay here again. Everything was walking distance. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sylvie G. $389 nightly $412 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-Conductors-Rest-Beautiful-2-Bedroom-Loft-In-Historic-Cambridge.h105946058.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/756cfb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/aece230b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e14723bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/dea9ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland [](https://www.expedia.com/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) Downtown Cambridge 8.4/10 Very Good (6 reviews) "Perfectly located in town and well appointed, comfortable quarters. We would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard D. $310 nightly $329 total Apr 15 - Apr 16 Total with taxes and fees [](https://www.expedia.com/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-17&endDate=2026-04-18®ionId=553248635975865928&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cottages [](https://www.expedia.com/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America®ionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America®ionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America®ionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CONDO) Apartments [](https://www.expedia.com/Hotel-Search?destination=Woolford%2C+Maryland%2C+United+States+of+America®ionId=553248635975865928&latLong=38.502621%2C-76.183276&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APARTMENT) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWoolford-Condos.d553248635975865928-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWoolford-Condos.d553248635975865928-aaCondos.Travel-Guide-Accommodation) ## Top Woolford Hotel Reviews ![The Tidewater Inn](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/1969a1ee_y.jpg) ### The Tidewater Inn 10/10 Excellent "The room was clean and the staff was delightful" [](https://expedia.com/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd_y.jpg) ### Inn at Perry Cabin 6/10 Okay "Hotel bar was crazy expensive. $22 for a Tito’s and water. Was shocked when the bill came. Also wish they had coffee and tea out for guests. Was disappointed that sauna was closed for renovation. That was a reason we booked it and we had no notice. " [](https://expedia.com/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information) ![Knapps Narrows Marina & Inn](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a_y.jpg) ### Knapps Narrows Marina & Inn 10/10 Excellent "Parking was easy, could see car from room, coffee and tea offered all day, bike sign out was easy" [](https://expedia.com/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/391fbabf_y.jpg) ### The Wildset 10/10 Excellent "The Wildset is an OUTSTANDING hotel in terms of the fine finishings of the place itself, and the kindness of the staff. And you cannot do better than to eat at their in-house restaurant, Ruse. I had mentioned, when I made my reservations to both establishments, that my wife and I were there celebrating our 35th anniversary, and we were treated like royalty! We were assigned an upgraded room, which happened to be on the second floor. This was fine for us, but be aware that there is no elevator if this could be an issue for you." [](https://expedia.com/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![Comfort Inn & Suites Lexington Park near Pax River](https://images.trvl-media.com/lodging/6000000/5100000/5098400/5098394/11804ad4_y.jpg) ### Comfort Inn & Suites Lexington Park near Pax River 6/10 Okay "AC was very noisy. Room was rather drab. For the price I definitely expected better. " [](https://expedia.com/Lexington-Park-Hotels-Comfort-Inn-Suites.h5098394.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Great service, room was clean, great food options " [](https://expedia.com/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Hilton Garden Inn Solomons](https://images.trvl-media.com/lodging/2000000/1650000/1644700/1644617/0b056987_y.jpg) ### Hilton Garden Inn Solomons 10/10 Excellent "The buffet breakfast was not up because they were short staff on March 28th ,2026 so that was disappointing but the breakfast was ok it was microwaved " [](https://expedia.com/Solomons-Hotels-Hilton-Garden-Inn-Solomons.h1644617.Hotel-Information) ![Comfort Inn & Suites Cambridge](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/f8c27bba_y.jpg) ### Comfort Inn & Suites Cambridge 10/10 Excellent "Hotel was way nicer than I expected ! Gym had enough equipment, pool looked nice but was closed , staff was sooooo nice! We were there for a Salisbury Univ acceptance day and she was kind enough to congratulate my kids and Good luck , just above and beyond can make all the difference, especially when you so t expect it" [](https://expedia.com/Cambridge-Hotels-Comfort-Inn-Suites-Cambridge.h2007686.Hotel-Information) ![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 6/10 Okay "No breakfast, room walls were so thin you could hear every word from your neighbor " [](https://expedia.com/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ## Find out more about Woolford ## Woolford Condo Rentals information | Number of reviews | 22 | | ----------------- | --------------- | | Accommodation | 5 Condo Rentals | | Lowest Price | $329 | | Highest Price | $412 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Cottages in Church Creek ](https://www.expedia.com/Church-Creek-Cottages.d89567-aaCottages.Travel-Guide-Accommodation) - 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